476005-18-2

Upstream product

• 18162-48-6 tert-butyldimethylsilyl chloride 
• 476005-15-9 Benzoic acid (2R,4R,6S)-2-allyl-6-hydroxymethyl-3,3-dimethyl-tetrahydro-pyran-4-yl ester 
• 762-72-1 allyl-trimethyl-silane 
• 476005-14-8 C₂₈H₃₈O₆Si 
• 476005-12-6 (E)-(S)-5-(2-Bromo-2-methyl-propionyloxy)-6-(tert-butyl-dimethyl-silanyloxy)-hex-2-enoic acid ethyl ester 
• 476005-13-7 (4R,6S)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-4-hydroxy-3,3-dimethyl-tetrahydro-pyran-2-one 
• 1027893-21-5 2-bromo-2-methyl-propionic acid 1-(tert-butyl-dimethyl-silanyloxymethyl)-3-oxo-propyl ester 
• 337508-94-8 (E)-ethyl 5-(S)-hydroxy-6-{[(1,1-dimethyl)ethyl dimethylsilyl]oxy}-2-hexenoate 

Downstream Products

• 476005-17-1 Benzoic acid (2R,4R,6S)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-((S)-2,3-dihydroxy-propyl)-3,3-dimethyl-tetrahydro-pyran-4-yl ester 

Relevant academic research and scientific papers

Total synthesis of pederin, a potent insect toxin: The efficient synthesis of the right half, (+)-benzoylpedamide

A simple and efficient synthesis of (+)-benzoylpedamide, the right half of pederin, was achieved in 16 steps with a 35% overall yield from (S)-malic acid. The key steps include the SmI2-mediated intramolecular Reformatsky reaction, stereoselective allylation, the Sharpless asymmetric dihydroxylation, and amidation. The total synthesis of pederin was accomplished via coupling of the left and right halves.